Chem 317 Set 1 extra problems

Chem 317 Set 1 extra problems - a. i ii iii i ii iii c. Cl...

Info iconThis preview shows pages 1–6. Sign up to view the full content.

View Full Document Right Arrow Icon
Problem Set 1 Chem 317 1. How could you use 1 H and/or 13 C NMR to distinguish between the following pairs of isomers (use both if possible; if not, explain why not). 2. For the compounds below, determine if H a and H b are equivalent or nonequivalent. Then, determine what H a and H b will look like in the NMR (splitting patterns). For compound (a), draw a splitting tree diagram for H a and H b . Assume the following J values: J ab =2.5 Hz; J ac = 16 Hz; J bc = 10 Hz. H b H a H b H a Cl H b H a H a. b. c. Hc 3. The methyl groups in compound 1 , below, (15,16-dihydro-15,16-dimethylpyrene, a real compound), have a chemical shift of –4.2 ppm! Explain this very unusual chemical shift using words and pictures.
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 2
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 4
Background image of page 5

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 6
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: a. i ii iii i ii iii c. Cl H b H a O OH H a H b H b H a d. e. f. CH 3 H 3 C 4. The 1 H NMR spectra for butyrolactone ( 1 ) and thiobutyrolactone ( 2 ) are shown below. Assign the peaks on the spectra and explain the differences you observe between these two spectra. 5. Predict the 1 H NMR spectrum for the oxazolidinone, A , below. Watch out for nonequivalent protons! O O Ha Ha Hb Hc Hb Hc S O Ha Ha Hb Hc Hb Hc 1 2 HN O O A 6. Determine the structures for compound a-d given the IR and NMR spectra attached. COMPOUND a : MF C 9 H 9 N COMPOUND b : MF C 9 H 12 O COMPOUND c : MF C 8 H 14 O 3 COMPOUND d : C 6 H 9 NO 2...
View Full Document

Page1 / 6

Chem 317 Set 1 extra problems - a. i ii iii i ii iii c. Cl...

This preview shows document pages 1 - 6. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online